Water → 5-Bromo-3-(2-methoxyethyl)benzo[d]oxazol-2(3H)-one

HRID 216958

反応式

HRID 216958 の反応式
[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[O:9][C:8](=[O:10])[NH:7][C:6]=2[CH:11]=1.Br[CH2:13][CH2:14][O:15][CH3:16].C(=O)([O-])[O-].[K+].[K+].O>C(#N)C>[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[O:9][C:8](=[O:10])[N:7]([CH2:13][CH2:14][O:15][CH3:16])[C:6]=2[CH:11]=1

参加物

6

反応物 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 268532-Benzoxazolinone, 5-bromo-HCID 809722-Bromoethyl methyl ether

生成物 1

HCID 579996905-Bromo-3-(2-methoxyethyl)benzo[d]oxazol-2(3H)-one

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

反応条件

温度
60 °C

実験手順

A mixture of 5-bromobenzo[d]oxazol-2(3H)-one (2.06 g), 1-bromo-2-methoxyethane (1.085 mL) and potassium carbonate (3.99 g) in acetonitrile (15 mL) was heated at 60° C. for 16 h. Water was added and the mixture was extracted with ethyl acetate (3 times). The organic layers were dried over magnesium sulfate, evaporated and purified by flash silica chromatography eluting with 5:1 isohexane/acetone to give the subtitled compound (1.359 g).

後処理

  1. extractionthe mixture was extracted with ethyl acetate (3 times)
  2. dry with materialThe organic layers were dried over magnesium sulfate
  3. customevaporated
  4. custompurified by flash silica chromatography
  5. washeluting with 5:1 isohexane/acetone

出典と根拠

ORDレコード
ord-3cbfe3c24c8f4346a5aba6ed41fa7788
出典データセット
uspto-grants-2012_06
特許番号
US08193239B2

関連ノート

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